I've seen enterprise products with great features try to be way cheaper than the "market" price and get very little traction. Raise prices to around market level, and people are suddenly excited about the features and buying.

I think it's relatively common advice that you don't price software between $500 and $10K. Below $500 you sell through mass-market channels and market to the end users (or their low-level managers) who buy it on their expense accounts. Above $10K you send out high-priced salesmen to sell to the C-level. It's much more difficult between those two levels, so you can increase sales by increasing prices above $10K.

This old piece of common wisdom is probably mostly obsolete now that software is generally sold as a subscription...

Apple software (kind of). It's tied to specific hardware, so it's hard to say if people are paying for the software or the hardware.

I have seen people turn down free software because they mistakenly believe an expensive program must be better. But that's not really the same, since that isn't a form of showing off.